About this episode

A listener regrets breaking up with her boyfriend and seeks to reconnect through his sister in an awkward phone call.

One of our listeners BROKE UP with a guy and now she’s thinking she made a mistake. She wants him back but before she can get to him she’ll have to go through his SISTER in your Awkward Thursday Phone Call! See omnystudio.com/listener for privacy information.

People in this episode

Hosts: Brooke, Jeffrey

Topics covered

• breakup
• relationships
• awkward phone call
• family dynamics
• regret

Keywords

• breakup
• sister
• awkward call
• relationship advice
• regret

More episodes of Brooke and Jeffrey: Second Date Update

• Awkward Tuesday: Awkward Family Reunion · July 21, 2026 · 19 min
• Second Date Update: Greek Meat · July 20, 2026 · 18 min
• Second Date Update Classics: Offer He Can't Refuse + Sea Meat Surprise · July 18, 2026 · 36 min
• Second Date Update: Bidding On Brandy · July 17, 2026 · 19 min
• Second Date Update: Case of the Solo Shoe · July 15, 2026 · 18 min
• Awkward Tuesday: JFK & Oprah the Assassin · July 14, 2026 · 19 min

Explore listener stats, chart rankings, contacts and more on the Brooke and Jeffrey: Second Date Update podcast page.